Spyglass Hill Villa exquisite, rejuvenating villa in Anguilla .
Welcome to Spyglass Hill Villa in Anguilla, British West Indies. This charming private villa offers an elegant and relaxed setting just for two or a group of friends and family. The four bedroom Anguilla villa is perched on the ridge at North Hill overlooking Road Bay harbor and offers stunning views of the Caribbean Sea, the surrounding islands, nightly tropical sunsets and the quaint village of Sandy Ground below.
Just five minutes from the airport, Spyglass Hill Villa offers all of today’s modern conveniences in a traditional West Indian setting. We invite you to rediscover your senses in Anguilla in the tranquility and seclusion of our intimate tropical setting and breathtaking vistas.
Spyglass Hill Villa captures the essence of Caribbean style and design with its relaxed and rejuvenating indoor-outdoor living spaces. This residence is inspired by a large indoor atrium and features the natural warmth of wood throughout, from our authentic bamboo floors to our round log roofs and our beach driftwood decor.
The villa features four spacious bedrooms, including two master suites with en-suite baths upstairs and two additional guest rooms - one on the main floor and the other on the lower level. The master suites capture magnificent views of the bay and offer gracious living, each with a king-sized pillow topped Sealy bed, private patio and natural stone bathroom that features an outdoor shower and a Jacuzzi hot tub. Both suites also provide air conditioning, ceiling fans and discreet in-room safes.
The Villa is always rented exclusively to one party at a time, so even if you choose the one bedroom option the entire villa and all its amenities and facilities are accessible to your party only.
3 King Bedrooms En-suite - (Two Master/ 1 on Lower Floor) 1 Guest Bedroom En-suite (Use as King or as Two Twin Beds) Can host up to 8 persons. Children are welcome.
The Villa's nightly rate ranges from USD $650 - $1450, depending on group size and season.
Festive Rate: December 20th - January 5th -US$1800 plus 22% government taxes and service charge.
Winter Rate: December 15th – April 14th (Excluding Holiday Season Rate) 4 bedrooms $1,450 (can accommodate up to 8 persons maximum) 3 bedrooms $1,250 (can accommodate up to 6 persons maximum) 2 bedrooms $1,012 (can accommodate up to 4 persons maximum) 1 bedroom $850 (can accommodate up to 2 persons maximum) (Special for one couple)
Summer Rate: April 15th – December 14th 4 bedrooms $1,250 (can accommodate up to 8 persons maximum) 3 bedrooms $1,050 (can accommodate up to 6 persons maximum) 2 bedrooms $850 (can accommodate up to 4 persons maximum) 1 bedroom $ 650 (can accommodate up to 2 persons maximum) (Special for one couple)
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is no carbon monoxide detector on the property, but there are gas appliances; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
We should mention
A car is recommended for transport to and from this property
About the area
The Valley
Located by the sea, this villa is in Sandy Ground, a neighbourhood in The Valley. The area's natural beauty can be seen at Meads Bay and Maho Beach. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with cycling and horse riding.
The Valley (AXA-Clayton J. Lloyd Intl.) - 11 min drive
Restaurants
Ken's BBQ - 8 min drive
b.e.s.tea - 6 min drive
Tasty's - 5 min drive
Andy's - 8 min drive
Johnno's - 8 min drive
Frequently asked questions
Does exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury?
As of 31 Mar 2026, prices found for a 1-night stay for 2 adults at exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury on 27 Apr 2026 start from AU$1,091, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury pet-friendly?
No, pets are not allowed at this property.
What time is check-in at exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury?
Check-in begins at 4:00 PM.
What time is check-out at exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury?
Checkout is at 11:00 AM.
Where is exquisite, rejuvenating, charming, private, elegant, beautiful sunset, luxury located?
This family-friendly The Valley villa is located by the sea, within 3 mi (5 km) of Crocus Bay, Crocus Bay Beach and National Trust of Anguilla. Wallblake House is 3.1 mi (4.9 km) away.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The host was incredibly knowledgeable, responsive and welcoming! She helped with numerous details that greatly enhanced our stay. And the view from the property is exceptional (particularly from the infinity pool).
Jeffrey S.
Stayed 7 nights in Dec 2025
Response from VrboOwner on 12 Jan 2026
It was a pleasure to host this beautiful family and we were honoured that they chose Spyglass Hill Villa as their first "island home base" from which to discover the magic of Anguilla. It would be a delight to host them again and again over the years.
Great stay! North Hill is close to Sandy Ground and close to great beaches. Spyglass is a clean, well-kept house. The staff is very helpful & friendly. It's great having 3 primary bedrooms, so everyone has their own bath. We would stay at Spyglass again!
V L.
Stayed 10 nights in Nov 2022
Response from VrboOwner on 30 Nov 2022
Hi Valerie!
It was a pleasure to host you and your family here at Spyglass Hill Villa.
We look forward to the chance of welcoming you back in the near future.
Continued best wishes!
We enjoyed the Spyglass Villa. It has an interesting design with an internal courtyard. The two best bedrooms are on the top floor where they get plenty of sun and breeze as well as a pretty night-time view of the harbor and lively Sandy Ground. We got lucky and saw the famous starting race of the Anguilla Sailing teams-spectacular to see. Well equipped kitchen, nice pool and plenty of places to soak up the sun. The staff was very helpful as well.
Jack R.
Stayed 9 nights in Apr 2023
Response from VrboOwner on 26 Apr 2023
It was an absolute pleasure to host you, Jack. We are happy to learn that you had a wonderful time here and would be delighted to welcome you back. Continued best wishes.
Spyglass was an amazing experience. We travelled right before Christmas with a group of seven -- my parents (agest 70+), us, and my kids (13, 11, 11). The house was exceptionally comfortable and clean -- comfortable bed, anything you could imagine needing, a well equipped kitchen, quiet air conditioning. The owner and staff were beyond helpful, delivering extra fruit punch and helping a restaurant track me down when I left my credit card behind. I wouldn't change a thing. Two quick points I'd share -- the house is about a 5 min drive on an unpaved road. Easily navigable but rough -- part of the adventure. And the house overlooks the small commercial area of Sandy Ground -- centrally located to everywhere and the faint sounds of live music at the bars below drifting upwards to sing us to sleep with the sounds of the islands. We will be back!
Kristen H.
Stayed 6 nights in Dec 2022
Archival
10/10 Excellent
3 Mar 2011
Spyglass Hill Villa
Our stay at Spyglass during the last two weeks of February 2011, was one of the very best vacations that my husband and i ever experienced.
We were wamly greated at the peir by Villa staff, and taken to the Spyglass, where a welcome basket of fruits, crakers, local cakes and wine awaited us. Also provided was a delicous dinner, it seems like our needs were anticipated, given that after a long day of travel it was exactly what we needed.
The villa was exactly as described in the listing. Just more beautiful in reality.
The property was immaculate, and was maintained daily by a very gracious and curtious woman, no cleaning detail escaped her.
Any questions or needs we had (which were few, given that everything is thought of ahead of time) were very promptly answered and or taken care of. I never felt like either my husband or i were a bother.
I would unreservedly reccomend this property to my friends and family.
The views from every room in the property, over looking Sandy Ground, the beach and St Martin in the distance were phenomenal.
The beaches on Anguilla, rated among the best in the world, were all virtually a few minutes away by car, and if you prefer the pool, the edgless pool at Spyglass was, (for me ) was a unique expeirience. (See photo)
My best dinning experiences on the island were at DiVidas, Cap Juluca, Smokey's and at SpyGlass! We had a delicous meal prepared in house by their cook.
My only challenge at this point is, to hope that it will be available in 2012, as i cannot imagine staying anywhere else on Anguilla, which is my favorite home away from home.
Janine (the managent) and her crew are exceptional. I say this with complete sincerity, as someone who has traveled quite a bit.
Our stay at Spyglass Hill was absolutely incredible. Janine and her staff actually saved our vacation when the airline canceled our flight last minute to the island. They went above and beyond to help us find new flights. The day we arrived we were greeted by Erlene who had the most delicious rum punch and pizza waiting for us. After a long day of travel it was the perfect way to start our vacation. The villa itself is beautiful and clean with the most stunning views. The ping pong table was definitely a favorite past time. The kitchen were very well stocked with drinks, snacks and fruits. To say we felt well taken care of would be an understatement. Janine and her staff truly made us feel at home and even went out of their way to make our daughter's Sweet 16 memorable with balloons and a cake. We highly recommend Spyglass Hill and look forward to staying here again the next time we visit!
Everything about Spyglass Hill villa was wonderful! From the view, to the accommodations, to the support staff it was such a relaxing and refreshing trip. Janine and her staff went over and above helping us get to the island when we were delayed into St. Maarten. Anything we needed was addressed quickly and in a manner that ensured that nothing disrupted our ability to enjoy the island! The services we got from Chef Tyrone Hughes were unbelievable. In addition, the people of this island are so delightful. Can't wait to come back!
Terry R.
Stayed 14 nights in Mar 2022
Response from VrboOwner on 25 May 2022
Terry it was a true pleasure to host you and your wonderful family. Looking forward to welcoming you back soon!
Great trip with wonderful hostess. Janine was awesome. Highly recommend!!!
william r.
Stayed 6 nights in Jul 2021
Verified
10/10 Excellent
Michelle L.
15 May 2019
Unforgettable!
I could not have been more impressed with villa. We arrived to cold towels being handed out by Shelly our wonderful house maid. Next we were handed THE BEST RUM PUNCH we have ever had freshly made in front of us and a hot delicious pizza waiting on us to snack on. The villa itself is unforgettable. The views, the layout, the cleanliness and all the amenities we have never had anywhere else! There was a fully stocked bar, fresh fruit, milk, juices and many more snacks waiting for us! We were in awe as we toured the villa. The sunsets at night were our favorite and some of the prettiest we have ever seen! Our young children are still talking about it! We will be visiting Anguilla again soon and without a doubt will be staying here again. Janine and staff were very accommodating throughout the entire process. This villa is top notch. We have visited many island and have stayed in homes versus resorts and this place is our favorite! Can’t wait to visit again!
Michelle L.
Stayed 7 nights in May 2019
Response from VrboOwner on 2 Apr 2020
Michelle, it was truly a pleasure hosting you and your family and we do value your kind sentiments! We are so pleased that you had such a memorable stay at the villa and in Anguilla and we look forward to welcoming you again soon!
Archival
10/10 Excellent
Terence M.
31 Mar 2012
Beautiful villa and views, great support team.
In our 18 years of visiting Anguilla, Spyglass is the most beautiful villa we have rented with a great view of the beach and the boats at Sandy Ground. The lovely pool and covered deck outside the living room over look this spectacular scene. The villa is spacious, well furnished and very well equipped with spacious bedrooms and luxurious baths. But the support staff is what really separates this facility from the 3 other villas we rented for 1-2months over the years. In the Islands, it is frequently difficult to have local maintenance people correct any problems with the internet, cable TV, telephone, power, appliances etc, but the management company, Sunset Villas, somehow arranges same or next day service instead of waiting days to correct problems.
We would definitely recommend Spyglass to friends and family.
Favorite activities are visiting the many beautiful beaches, tennis, sailing and enjoying the great restaurants. We don't play golf, but understand the golf course is excellent under the new ownership.
Terence M.
Archival
10/10 Excellent
Frank W.
24 Dec 2010
The greatest view in the Caribbean
Spyglass Hill is truly a paradise regardless of situation. The Villa can easily accomodate a family with small children or 4 adult couples looking for a romantic getaway. It offers luxury and service unparalled anywhere else. The villa is perched on top of a hill overlooking Anguilla's most picturesque bay and the view is so overwhelming one could easily spend an entire vacation and never leave the porch or infinity pool. The rooms, outdoor showers, open courtyards, billiard & exercise rooms, etc... are all icing on the cake when it comes to a luxurious vacation getaway. It simply doesn't get better than Spyglass Hill.
Frank W.
Archival
10/10 Excellent
Lynn S.
20 June 2010
Spyglass Hill Anguilla
We love the house, the privacy and the view is unsurpassed. The beds and linens are the best, very comfortable. The management is very responsive and the housekeeper Monica is a 10. The only drawback would be the noise at night from Sandy Ground. We felt it was worth the trade off to have such a spectacular view and we don't have trouble sleeping but if that is an issue for you perhaps packing some earplugs would be a good idea.
The sunsets are spectacular and we can't wait to get back there next year.
Lynn S.
Archival
10/10 Excellent
Loren P.
15 June 2010
Perfection in Paradise!
We have selected Spyglass Hill for our accommodations on several trips to Anguilla, including our recent stay in May, 2010. We prefer staying at Villas while vacationing in Anguilla over the "resort scene" because of the privacy (our own pool, kitchen and plenty of space) and the opportunity to entertain friends or family who were also on island. We certainly did not lack any of the luxuries, or amenities at Spyglass Hill. The Villa has a beautiful kitchen, wonderful master suites with private outside showers with views of ships or stars (I love that!) and plenty of room if traveling with family or friends. The grounds are well maintained and secure. Technology is at your fingertips if you need to be in touch and a there's a well equipped exercise room and pool table if you're staying indoors.
The Sunset Homes staff are easy to communicate with on and off island and will see to your every need. We love that! Monica keeps the Villa spotless. Spyglass Hill is a little off the beaten path but provides a spectacular view of Sandy Ground (we just love seeing the sailboats and yachts come and go) from all windows and we loved soaking in the infinity pool and looking at the views.
When we travel to Anguilla we prefer to explore the area and try different restaurants, beaches and views. Spyglass Hill is centrally situated to provide easy access the east and west ends of the island. Anguilla is a special place for us and we return there to unwind and recharge as often as we can. Our biggest effort while on island is trying to decide which fabulous beach to go to during the day and which amazing restaurant to go to in the evening! There is absolutely no efforts or concerns when staying at Spyglass Hill! We are very disappointed if someone beats us to our travel dates and it's not available! I highly recommend this Villa.
Loren P.
Verified
10/10 Excellent
Skylar S.
4 Jan 2026
Skylar S.
Stayed 3 nights in Dec 2025
Response from VrboOwner on 4 Jan 2026
Skylar it was a pleasure hosting your group and we look forward to the pleasure of having you visit again soon!